The methyl group undergoes halogenation under free radical conditions. For example, N-bromosuccinimide (NBS) heated with toluene in the presence of AIBN leads to benzyl bromide. The same conversion can be effected with elemental bromine in the presence of UV light or even sunlight. Toluene may also be brominated by treating it with HBr and H2O2 in the presence of light.[17]

C6H5CH3 + Br2 â C6H5CH2Br + HBr

C6H5CH2Br + Br2 â C6H5CHBr2 + HBr

A R Chemicals

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